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In Part Eight of our Mike Tyson career profile, we pick up with the most dramatic second act in boxing history.
Fresh out of prison, Mike Tyson returns to the ring carrying the weight of fame, controversy, and expectation. We break down his comeback fights, the aura that followed him back into arenas, and how he stormed his way to reclaiming the WBC and WBA heavyweight titles, once again sitting atop the division.
But this chapter is about more than wins and belts. We explore the infamous clashes with Evander Holyfield, fights that would permanently alter Tyson’s legacy and lead to one of the most shocking moments in sports history. From the fallout to his suspension from boxing, we examine how quickly everything unraveled.
The episode also dives into Tyson’s unexpected detour into professional wrestling with the World Wrestling Federation, his public image during exile, and the questions surrounding whether he could ever truly come back.
We close the episode with Tyson’s return to boxing in 1999, setting the stage for the final phase of his career — a man still dangerous, still famous, but forever changed.
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By Sean Bastow5
1212 ratings
In Part Eight of our Mike Tyson career profile, we pick up with the most dramatic second act in boxing history.
Fresh out of prison, Mike Tyson returns to the ring carrying the weight of fame, controversy, and expectation. We break down his comeback fights, the aura that followed him back into arenas, and how he stormed his way to reclaiming the WBC and WBA heavyweight titles, once again sitting atop the division.
But this chapter is about more than wins and belts. We explore the infamous clashes with Evander Holyfield, fights that would permanently alter Tyson’s legacy and lead to one of the most shocking moments in sports history. From the fallout to his suspension from boxing, we examine how quickly everything unraveled.
The episode also dives into Tyson’s unexpected detour into professional wrestling with the World Wrestling Federation, his public image during exile, and the questions surrounding whether he could ever truly come back.
We close the episode with Tyson’s return to boxing in 1999, setting the stage for the final phase of his career — a man still dangerous, still famous, but forever changed.
Learn more about your ad choices. Visit podcastchoices.com/adchoices

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